Title of article
Reaction of 2,3-diaminomaleonitrile with diones
Author/Authors
Yasuhiro Kubota، نويسنده , , Toshihiro Shibata، نويسنده , , Emi Babamoto-Horiguchi، نويسنده , , Jun Uehara، نويسنده , , Kazumasa Funabiki، نويسنده , , Shinya Matsumoto، نويسنده , , Masahiro Ebihara، نويسنده , , Masaki Matsui، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
6
From page
2506
To page
2511
Abstract
2,3-Diaminomaleonitrile (DAMN) was allowed to react with 2,6-heptanedione to produce (2Z)-2-amino-3-[(1E)-3-methylcyclohex-2-enylideneamino]but-2-enedinitrile and (2Z)-2-amino-3-[(1Z)-3-methylcyclohex-2-enylideneamino]but-2-enedinitrile. The reaction of DAMN with 2,7-octanedione yielded trans-5,8a-dimethyl-1,5a,6,7,8,8a-hexahydrocyclopenta[e]-1,4-diazepine-2,3-dicarbonitrile. DAMN reacted with 2,8-nonanedione to afford trans- and cis-5,9a-dimethyl-5a,6,7,8,9,9a-hexahydro-1H-benzo[e]-1,4-diazepine-2,3-dicarbonitrile. These compounds were characterized by X-ray crystallography, NMR spectroscopy, and DFT calculations.
Keywords
diazepine , DFT calculations , Heterocycles , crystal structures , Reaction mechanism , DAMN
Journal title
Tetrahedron
Serial Year
2009
Journal title
Tetrahedron
Record number
1095239
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